All About Old Town Condos For Sale

View Old Town real estate & MLS listings

For buyers looking for real estate that's stylish yet low-maintenance, there are a number of desirable Old Town condos and townhomes available. With high-end finishes and easy access to amenities, Old Town condominiums offer an ideal sanctuary in a picturesque, walkable community, located between the Gold Coast and Lincoln Park.

This affluent and historic neighborhood is bounded by Armitage to the north, Division to the south, Clark Street to the east and Larrabee and Orleans to the west. The charming tree-lined streets are filled with examples of Victorian-era buildings, showcasing beautiful and diverse architectural styles, with townhouses, single-family homes, and condominiums that fit perfectly into the quaint atmosphere of Old Town, Chicago. Browse our listings for Old Town real estate below or learn more about everything this fascinating community has to offer! Take a quick moment to register with us. You'll be able to customize your Old Town real estate search to only show your preferred type of property, like condos or townhomes. You can also choose to receive notifications when properties that match your criteria enter the market. [Continue reading about Chicago's Old Town real estate market...]

View Old Town Condos & Real Estate on the MLS

All Listings $100,000 - $200,000 $200,000 - $300,000
$300,000 - $400,000 $400,000 - $500,000 $500,000 - $600,000
$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
225 Properties Found. Page 1 of 29

Amazing Opportunity To Own A 4,100 Sqft Penthou...

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$4,500,000 Active

  • 4 Beds
  • 5 Baths
  • 4,104 ft²

Residential

1550 North Clark Street 1003, Chicago, IL

MLS® #10770823

Amazing Opportunity To Own A 4,100 Sqft Penthouse Unit With A Private Roof Top Deck!!! Fifteen Fifty On The Park Is The Gold Coast's Newest And Most Exciting Luxury Condominium Building Offering The Highest Caliber Finish Packages In Chicago's Exclusive Condo Marketplace. State-of-the-art, Chef I...

Fifteen Fifty On The Park Is Chicago's Newest A...

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$4,400,000 Active

  • 4 Beds
  • 5 Baths
  • 3,852 ft²

Residential

1550 North Clark Street 801, Chicago, IL

MLS® #10661618

Fifteen Fifty On The Park Is Chicago's Newest And Most Exciting Luxury Condominium Building In The Gold Coast. Fifteen Fifty On The Park Features 32 Residences Offering Stunning Finish Packages Of The Highest Caliber Of Craftsmanship In Chicago's Exclusive Condo Marketplace. State-of-the-art, Ch...

Fifteen Fifty On The Park Is Chicago's Newest A...

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$4,000,000 Active

  • 4 Beds
  • 5 Baths
  • 3,852 ft²

Residential

1550 North Clark Street 601, Chicago, IL

MLS® #10616940

Fifteen Fifty On The Park Is Chicago's Newest And Most Exciting Luxury Condominium Building In The Gold Coast. Fifteen Fifty On The Park Features 32 Residences Offering Stunning Finish Packages Of The Highest Caliber Of Craftsmanship In Chicago's Exclusive Condo Marketplace. State-of-the-art, Ch...

Look No Further For Your Custom Home That Exude...

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$3,250,000 Active

  • 4 Beds
  • 6 Baths
  • 0.06 Acres
  • 6,000 ft²

Residential

1505 North North Park Avenue, Chicago, IL

MLS® #10783110

Look No Further For Your Custom Home That Exudes Luxury Living At Every Corner. This Solid Masonry + Stone Home Is The Perfect Blend Of Timeless Beauty And Contemporary Elegance. Situated On One Of Old Town's Most Coveted Quiet And Tree Lined Streets, This Home Is Steps From The Some Of Chicago's...

Incredible Complete Renovation Of A Late 19th C...

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$2,875,000 Active

 

Residential Income

161 West Schiller Street, Chicago, IL

MLS® #10821915

Incredible Complete Renovation Of A Late 19th Century Building In The Heart Of Old Town. Both 4 Story Staircases Completely Rebuilt In Steel, New Footings And Steel Posts And Beam In Basement, New Framing, Electrical, Hvac, Plumbing, Roof, Windows, Tankless Hwhs, Laundry-in Unit. Blown In Cellu...

An Urban Oasis In Old Town Featuring A Gated Co...

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$2,750,000 Active

  • 5 Beds
  • 6 Baths
  • 5,300 ft²

Residential

1330 North Cleveland Avenue, Chicago, IL

MLS® #10835441

An Urban Oasis In Old Town Featuring A Gated Compound Situated On A Magnificent Double Lot (54' Wide). The Stunning, Contemporary 5300sf Main House Resides On One Lot And A 400sf Building With Massive Skylight Sits On The Other Lot, Perfect For A Home Office, Gym, Or Playroom. The Expansive And S...

Old Town Brick Single Family Home Offering Spec...

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$2,750,000 Contingent

  • 4 Beds
  • 5 Baths
  • 0.06 Acres
  • 4,000 ft²

Residential

1459 North Wieland Street, Chicago, IL

MLS® #10737583

Old Town Brick Single Family Home Offering Spectacular Outdoor Space! The Home Is Situated On A Double Lot; House Is On One Lot And Side Yard Is On Second Lot To Enjoy Great Outdoor Space Or Sell Off Separately! (r-5 Zoning!) This Is Suburban Living In The Heart Of Old Town With Built In Circular...

Welcome Home To One Of The Most Spectacular Hom...

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$2,675,000 Active

  • 6 Beds
  • 7 Baths
  • 0.05 Acres
  • 5,400 ft²

Residential

1540 North Wieland Street, Chicago, IL

MLS® #10774468

Welcome Home To One Of The Most Spectacular Homes To Be Built In The Highly Popular Old Town Neighborhood. Meticulously Professionally Designed, This All Brick And Limestone Brand New Home Features A Modern Coastal Theme Blended With Timeless Finishes Like Fluted Moldings, Built In Bookcases And ...

Learn About Chicago's Old Town Neighborhoods

Old Town features some very important city landmarks, including St. Michael’s Church, which is one of the city's seven churches that survived the Chicago fire. It graces the neighborhood with its beautiful peaks, arches, and clock tower. Nestled amongst the residential developments are boutiques, restaurants and one-of-a-kind stores that make this area delightful to explore.

The Old Town Chicago real estate market is also home to Chicago's famous comedy troupe, Second City, and those who love the outdoors will enjoy nearby Lincoln Park and the lakefront, which provide numerous recreational opportunities.

Old Town Condos For Sale

Old Town Condos For Sale, Chicago ILAlthough single-family homes are abundant in Chicago's Old Town neighborhood, condos here are still a major part of the real estate market, with options ranging from vintage courtyard buildings with ample charm and character to newer construction mid-rises and high-rises that offer lots of desirable lifestyle amenities. The most sought after Old Town condos for sale are those that line Wells Street, Old Town's primary thoroughfare that's lined with a high concentration of restaurants, bars, cafes, and boutique shops. But great deals and equally great condo residences can be found in various other part of Old Town, as long as you know where to look. To learn more about Old Town condominiums for sale, give us a call, or start browsing the active listings we've featured above.

Search Old Town's Top Condo Buildings

Unlike other downtown Chicago neighborhoods, Old Town doesn't have an iconic building, or several as in the case of River North and Streeterville, but the collection of desirable condos inthe area is certainly just as attractive to home buyers as other parts of town. Some of our favorite locations in Old Town include the condos for sale at 1212 N. Wells, the condos for sale at 1636 N. Wells and the condos for sale at 1426 N. Orleans, but the list doesn't stop there. To browse available units in other buildings, have a look at our Old Town condo building directory in the upper left hand corner of this page!

Want to wake up in Chicago’s most charming neighborhood every morning? If so, contact Helaine Cohen to set up an appointment to view real estate in Old Town Chicago, and find your dream home today!

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Berkshire Hathaway HomeServices KoenigRubloff Realty Group are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed.

Listing information last updated on September 25th, 2020 at 6:01pm CDT.